(1S,5S,13S,16S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,14-tetraen-16-ol hydrochloride

• ChemBase ID: 177090
• Molecular Formular: C18H22ClNO3
• Molecular Mass: 335.82518
• Monoisotopic Mass: 335.12882125
• SMILES: [C@H]12C=C[C@@H]([C@@H]3[C@]41c1c(C[C@@H]3N(CC4)C)ccc(c1O2)OC)O.Cl
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@@H]4[C@H](C=C1)O)C.Cl
• InChI: InChI=1S/C18H21NO3.ClH/c1-19-8-7-18-14-6-4-12(20)16(18)11(19)9-10-3-5-13(21-2)17(22-14)15(10)18;/h3-6,11-12,14,16,20H,7-9H2,1-2H3;1H/t11-,12-,14-,16+,18+;/m0./s1
• InChIKey: IRJCVJZGEJULIL-QRIFQGNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13S,16S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,14-tetraen-16-ol hydrochloride
• IUPAC Traditional name: (1S,5S,13S,16S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,14-tetraen-16-ol hydrochloride
• Synonyms: (5α,8β)-6,7-Didehydro-4,5-epoxy-3-methoxy-17-methyl-morphinan-8-ol Hydrochloride; Neoisocodeine Hydrochloride; ψ-Codeine Hydrochloride; Pseudo Codeine Hydrochloride

Database IDs

• CAS Number: 102043-42-5
• PubChem SID: 164233000
• PubChem CID: 3064247

CALCULATED PROPERTIES

• Acid pKa: 14.488455
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0424218
• LogD (pH = 7.4): -0.52745765
• Log P: 1.2286005
• Molar Refractivity: 84.6599 cm^3
• Polarizability: 32.609993 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: White Solid
• Melting Point: >220°C (dec.)

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - P839200

An derivative of Codeine

REFERENCES

• Okuda, S., et al.: Chem. Pharm. Bull., 12, 104 (1964)